Top Hilton Head Island How to Get Around in 2026

See Hilton Head from a fresh perspective with this half-day private pontoon boat rental. Set out on the scenic waters of Skull Creek and keep an eye out for Atlantic bottlenose dolphins. Personalize the itinerary according to your interests and check out Cooper River, Daufuskie Island, or Palmetto Bluff. Pontoon boats can accommodate up to 10 people in your private party.

This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team of expert guides, including master naturalists and USCG licensed Captains, is dedicated to providing exceptional experiences. From kayaking and paddleboarding to dolphin tours and custom watersport adventures, we offer something for everyone.

See Hilton Head Island from a fresh perspective with this private sunset dolphin tour. Meet your boat captain at Palmetto Bay Marina for a private tour that can accommodate up to six people. Keep an eye out for Atlantic bottlenose dolphins as you learn about their feeding patterns, social behavior, and more. Admire sunset views from the deck of the boat.

This rental is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown Light House, Sandbar, Skull Creek Boat House and Fishing Holes.

Voted Best of Hilton Head year after year, we welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown Light House, Sandbar, Skull Creek Boat House and Fishing Holes.

Go sailing at sunset in Hilton Head Island—and avoid the typical crowded boat tours—with this private dolphin-watching tour. Climb aboard a sailboat and cruise out into Port Royal Sound during this tour. Keep an eye out for wildlife, including dolphins, manatees, stingrays, and more. Learn about sailing if you choose or just sit back and enjoy the ride, complete with sunset views.

Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for parties of 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftsmanship of this Bennington scream luxury! We guarantee enjoyment for everyone, combining comfort, style, and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet area or see the sites, this boat is perfect for your group. The destinations pre-marked include Daufuskie Island, Harbourtown Lighthouse, Sandbar, Skull Creek Boathouse, and Fishing Holes.

Explore Hilton Head in style with the 26” Mid Cross Bar Beach Cruiser, perfect for leisurely rides along the beach and town. This comfortable unisex bicycle is designed for easy mounting and dismounting, accommodating riders from 5’2” to 6’2” and a maximum weight of 250 lbs. Ideal for paved paths, the cruiser features smooth-rolling tires and a comfy saddle for a relaxed ride. Each rental includes a lock for security, and while baskets are not included by default, they can be added for convenience. - Enjoy a stable and easy-to-ride cruiser for all skill levels - Perfect for casual beach and town exploration - Includes a lock for added security with rentals - Optional baskets available for carrying personal items or beach gear

Enhance your beach day with the Backpack Beach Chairs and Umbrella Set from Island Cruisers, a trusted family-owned business since 1985. This convenient rental allows you to relax comfortably while enjoying the sun and surf. With free island-wide pick-up and delivery, you can easily focus on your beach activities without the hassle of transporting equipment. Perfect for families or groups looking to enjoy a day at the beach. - Enjoy a comfortable beach experience with two backpack chairs and an umbrella - Free island-wide pick-up and delivery for your convenience - Ideal for families and friends planning a beach day - Explore additional rentals like coolers and beach games for even more fun

Skip the hassle of a shared tour and enjoy a do-it-yourself day out on the water with a pre-reserved Pontoon boat rental. Boats can accommodate private groups of up to ten people, and anyone with boating experience and a driver’s license can take on the role of captain. Note that a fuel surcharge applies in addition to gratuity.

Come aboard our custom ski boat rated for 6 passengers. This charter comes with a USCG captain to drive the boat so you and your group can sit back and enjoy the day hassle free. This is your charter to customize from water ski, tubing, wake boarding, and kneeboarding! This is fun for all ages, no experience required. Book your custom experience with Island Head today!

Rent bikes for the whole family with Island Cruisers on Hilton Head Island. Choose from a variety of bikes, including beach cruisers, ebikes, and tandem options, all delivered right to your door. Enjoy the flexibility of exploring the island at your own pace with quality bikes in great condition. Each rental includes a lock, a basket, and a local map to enhance your adventure. - Convenient delivery and pickup service available - Options for adults and children, including specialized bikes - Enjoy a local map featuring must-visit spots - Reliable customer support for any issues during your rental

Go sailing in Hilton Head Island, without the crowds, aboard this private dolphin-watching tour. Motor out to Port Royal Sound and then put up the sails for a true sailing adventure. Keep an eye out for a variety of wildlife, including birds, dolphins, manatees, and stingrays during this boat tour.

Explore Hilton Head effortlessly with the 26” Electric Beach Cruiser. This electric bike is designed for comfort and convenience, featuring an integrated motor, hand brakes, and a wide cruiser seat for a smooth ride. Riders can choose between pedal assist or throttle operation, reaching speeds up to 20 mph, which makes it perfect for longer distances or cruising against the wind. - Ideal for easy and enjoyable exploration of Hilton Head - Suitable for riders 5’ and taller, up to 250 lbs - Choose between pedal assist and throttle operation - Equipment trailer available for added convenience

Join us for a magical journey on this Private Disappearing Island Tour, where you’ll enjoy one of our renowned dolphin encounters. Get up close and personal with these incredible creatures, learning their names, unique behaviors, and playful habits. Our expert captains and guides will keep you entertained with fascinating stories, lively music, and plenty of laughter. And for the little ones? Expect a day full of surprises and delights! But the adventure doesn’t stop there. Our boat will gently glide right on the sands of the Disappearing Island, giving you the chance to step off and explore its natural wonders. Wander through a treasure trove of shells, including delicate sand dollars and vibrant starfish. Don’t worry, you’ll have the chance to learn about every fascinating discovery along the way. Staying true to our eco friendly values, we always leave living creatures undisturbed in their natural habitat.

Rent a 16-passenger boat for an unforgettable adventure on the Lowcountry waters. With your own captain, enjoy personalized activities tailored to your group's interests. Our USCG licensed captains are also interpretive naturalists, sharing fun facts and stories about the area's unique ecology. Perfect for bachelor/bachelorette parties, family reunions, or any group looking to celebrate in style. - Enjoy a private boat experience with your own captain - Tailor activities to your group's preferences for a custom adventure - Learn about the Lowcountry from our knowledgeable captains - Ideal for celebrations, family gatherings, or group outings

Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for parties of 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftsmanship of this Bennington scream luxury! We guarantee enjoyment for everyone, combining comfort, style, and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet area or see the sites, this boat is perfect for your group. The destinations pre-marked include Daufuskie Island, Harbourtown Lighthouse, Sandbar, Skull Creek Boathouse, and Fishing Holes.

Voted Best of Hilton Head year after year welcomes you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftsmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown LightHouse, Sandbar, Skull Creek BoatHouse and Fishing Holes.

The 20” Kids' Bike is perfect for young riders who are learning to ride independently. Designed for children between 3’9” and 4’4” tall, this bike promotes balance, control, and comfort, making it ideal for paved paths and neighborhood streets. Lightweight and easy to maneuver, it allows kids to navigate safely while enjoying family outings. Please note that bike color may vary based on availability, and additional accessories are not included unless specified. Ensure proper supervision and helmet use for all youth riders. - Perfectly sized for young riders gaining confidence - Lightweight frame promotes easy maneuverability - Suitable for paved paths and quiet streets - Supervision and helmet use are essential for safety

Rent a 24" youth bike designed for young riders who are eager to explore Hilton Head. Perfect for children and teens between 4’4” and 5’2”, this bike supports riders up to 250 lbs, ensuring a comfortable and safe ride. Ideal for neighborhood streets and bike paths, the bike’s frame geometry promotes easy handling, allowing young riders to feel confident while cycling. Great for family outings, this rental encourages leisurely exploration of the island's scenic spots. - Choose between two bike sizes for the perfect fit - Suitable for kids and teens, ensuring a safe ride - Perfect for leisurely family rides around Hilton Head - Helmets recommended for added safety, accessories available separately